VERY MUCH A WORK IN PROGRESS. IF ANYONE HAS DONE VIDEOS AND WANTS THEM ADDED LET ME KNOW.

Overview:
-Estimated achievement difficulty: 4 (Infinite if you plan to try multiplayer legit as it is not very popular)
-Offline: 37 [700]
-Online: 13 [300]
-Approximate amount of time to 1000: 40 Hours total (24 hours Multiplayer, 16 Hours Single Player)
-Minimum number of playthroughs needed: 1 (But that is only if you are SUPER AWESOME. Realistically 2. 1 to get through on Classic/007 and 1 to get trials and clean up anything missed)
-Missable achievements: Mission Select
-Does difficulty affect achievements?: Yes, 007 & Secret Agent. Also there are level trials achievements based on difficulty choosen.
-Glitched achievements: None
-Unobtainable achievements: None (Again, multiplayer is pretty dead so all are obtainable, just difficult)

Roadmap:

Playthrough #1:
Playthrough #2:

CAMPAIGN ACHIEVEMENTS

Note: 007 and Secret Agent can and should be done at once. 007 requires you to play on Classic versus Modern and Secret Agent requires you to play on the Agent or higher difficulty.

Goldfinger

Master at Arms - 20 Make an elimination with every weapon class.
The classes are Assault Rifles, Submachine Guns, Sniper Rifles, Shotguns, Handguns. You should easily be able to get this completed in the first mission.
Handgun - You start with the P99
Assault Rifle - AK-47 on the body as you climb up from outside to inside.
Submachine Gun - Stauger UA-1 in the first chest right after the AK and they talk about intel.
Shotgun - There is a PT9 Interdictus against a crate after you open the bridge area that is in the first main building.
Sniper Rifle - There is a Pavlov ASR in the upper left room in the opening smelting area in a crate.

Distracting - 10 Distract an enemy.
You will get this as part of following Pussy. You will be told to point your watch at the speakers on the wall and use the laser to overload it and distract the guards.

I expect you to die - 20 Get 100% collection rating for 'Goldfinger'.
There are 14 pieces of Intel in Goldfinger all of them in the first half of the mission during Auric Enterprises.

Signature - 7 Campaign: Reach level three weapon proficiency with the P99.
This can be tracked in XP Challenges - Weapons - Walther P99 Eliminations - Level III is 105 Kills. This is very possible to get done by the time you reach Fort Knox if you don't waste too much ammo.

Spend the money quickly Mr. Bond - 20 Campaign: Be awarded a total of 10,000 XP.
You get XP for doing primary and secondary objectives. For completed XP Challenges and getting all the Intel. This will unlock some time in Fort Knox if you are making sure to complete everything.

Goldfinger - 15 Complete the 'Goldfinger' mission.
This will unlock at the end of the Fort Knox section of the mission.

O.H.M.S.S.

Boys with Toys - 10 Campaign: Buy all of the attachments for one weapon class.
By the start of this mission you will have more than enough XP to get this achievement. These are purchased under Upgrade Shop - Attachments. The Shotgun only has 4 upgrades costing a total of 6,040 XP.

Never happened to the other guy - 20 Get 100% collection rating for 'O.H.M.S.S.'O.H.M.S.S. - 15 Complete the 'O.H.M.S.S.' mission.

Very novel Q - 10 Campaign: Upgrade a gadget to its highest level.Positively shocking! - 12 Take out two enemies with one shock dart.
You unlock the Dart Gun at the start of Refinery. Simply go into Upgrade Shop and upgrade all 3 options. When you get to the first area there are 2 guys hanging out together on the right side. Simply sneak up on these two and hit one dirctly with the shock dart. This will take them both out and get you the achievement.

Happy Snapper - 10 Campaign: Take a photograph of the crocodile.
When you get into the main office in the biodome you will come to a locked door that you need to follow the wire to a fuse box. In the big room with the fuse box head down to the glass floor at the bottom and look back and down towards where you can from and the croc is underneath.

With or Without Q - 16 Reach Grave’s plane without using any in-car gadgets.
This is the entirety of the second mission. Simply don't use any gadget. Don't activate traction control, don't fire a weapons. Nothing. The mission is in 3 parts and you can reload any failures. At the final part head all the way left of right and then when you are parallel to the plane just dart over and finish the mission. The achievement pops on the mission results screen.